ES2165357T3 - METHYLENE-OXYINDOL DERIVATIVES AND PROCESSING PROCESS. - Google Patents
METHYLENE-OXYINDOL DERIVATIVES AND PROCESSING PROCESS.Info
- Publication number
- ES2165357T3 ES2165357T3 ES92914619T ES92914619T ES2165357T3 ES 2165357 T3 ES2165357 T3 ES 2165357T3 ES 92914619 T ES92914619 T ES 92914619T ES 92914619 T ES92914619 T ES 92914619T ES 2165357 T3 ES2165357 T3 ES 2165357T3
- Authority
- ES
- Spain
- Prior art keywords
- hydrogen
- rent
- methylene
- halogen
- derivatives
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- -1 METHYLENE-OXYINDOL Chemical class 0.000 title abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical group [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 9
- 229910052739 hydrogen Inorganic materials 0.000 abstract 9
- 239000001257 hydrogen Substances 0.000 abstract 9
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical class 0.000 abstract 3
- JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical class O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 abstract 2
- DQNVJWKDCCSMLW-UHFFFAOYSA-N 2-methylideneindole Chemical class C1=CC=CC2=NC(=C)C=C21 DQNVJWKDCCSMLW-UHFFFAOYSA-N 0.000 abstract 1
- 101100516568 Caenorhabditis elegans nhr-7 gene Proteins 0.000 abstract 1
- XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical class N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 abstract 1
- 102000004022 Protein-Tyrosine Kinases Human genes 0.000 abstract 1
- 108090000412 Protein-Tyrosine Kinases Proteins 0.000 abstract 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
- C07D209/34—Oxygen atoms in position 2
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
LA INVENCION PRESENTA NUEVOS DERIVADOS DE METILEN-INDOL DE LA FORMULA (I), EN DONDE R ES UN GRUPO (A) EN QUE R4 ES HIDROGENO, HIDROXI, ALCOXI C1-C6, ALCANOILOXI C2-C6, CARBOXI, NITRO, O NHR7, EN DONDE R7 ES HIDROGENO O ALQUILO C1-C6; R5 ES HIDROGENO, ALQUILO C1-C6 O HALOGENO; R6 ES HIDROGENO O ALQUILO C1-C6; N ES CERO, 1 O 2; R1 ES HIDROGENO, ALQUILO C1-C6 O ALCANOILO C2-C6; R2 ES HIDROGENO, ALQUILO C1-C6, HALOGENO, CIANO, CARBOXILO, NITRO O -NHR7 EN QUE R7 SE DEFINE COMO SE HA HECHO ARRIBA; R3 ES HIDROGENO, ALQUILO C1-C6 O ALCANOILO C2-C6; Y LAS SALES FARMACEUTICAMENTE ACEPTABLES DE LOS MISMOS; Y EN DONDE, CUANDO R2 ES HIDROGENO, ALQUILO C1-C6, HALOGENO O CIANO Y R3 ES HIDROGENO Y N ES COMO SE HA DEFINIDO ARRIBA, AL MISMO TIEMPO, ENTONCES POR LO MENOS UNO DE ENTRE R4, R5 Y R6 ES DISTINTO DE HIDROGENO, QUE SON UTILES COMO INHIBIDORES DE LA QUINASA DE TIROSINA.THE INVENTION PRESENTS NEW DERIVATIVES OF METHYLENE-INDOL OF THE FORMULA (I), WHERE R IS A GROUP (A) IN WHICH R4 IS HYDROGEN, HYDROXI, ALCOXI C1-C6, ALCANOYLXY C2-C6, CARBOXI, NITRO, OR NHR7, WHERE R7 IS HYDROGEN OR C1-C6 RENT; R5 IS HYDROGEN, C1-C6 RENT OR HALOGEN; R6 IS HYDROGEN OR C1-C6 RENT; N IS ZERO, 1 OR 2; R1 IS HYDROGEN, C1-C6 RENT OR C2-C6 ALCANOYL; R2 IS HYDROGEN, C1-C6 RENT, HALOGEN, CYANO, CARBOXYL, NITRO OR -NHR7 IN WHICH R7 IS DEFINED AS IT HAS BEEN ABOVE; R3 IS HYDROGEN, C1-C6 RENT OR C2-C6 ALCANOYL; AND THE PHARMACEUTICALLY ACCEPTABLE SALTS OF THE SAME; AND WHERE, WHEN R2 IS HYDROGEN, RENT C1-C6, HALOGEN OR CYANO AND R3 IS HYDROGEN AND N IS HOW IT HAS BEEN DEFINED UP, AT THE SAME TIME, THEN AT LEAST ONE OF BETWEEN R4, R5 AND R6 IS DIFFERENT FROM HYDRO WHICH ARE USEFUL AS INHIBITORS OF THE TYROSINE KINASE.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB919115160A GB9115160D0 (en) | 1991-07-12 | 1991-07-12 | Methylen-oxindole derivatives and process for their preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2165357T3 true ES2165357T3 (en) | 2002-03-16 |
Family
ID=10698323
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES92914619T Expired - Lifetime ES2165357T3 (en) | 1991-07-12 | 1992-07-10 | METHYLENE-OXYINDOL DERIVATIVES AND PROCESSING PROCESS. |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US5409949A (en) |
| EP (2) | EP0552329B1 (en) |
| JP (1) | JP3188701B2 (en) |
| KR (1) | KR930702337A (en) |
| AT (1) | ATE206420T1 (en) |
| AU (1) | AU656015B2 (en) |
| CA (1) | CA2091058C (en) |
| DE (1) | DE69232093T2 (en) |
| DK (1) | DK0552329T3 (en) |
| ES (1) | ES2165357T3 (en) |
| FI (1) | FI931061A0 (en) |
| GB (1) | GB9115160D0 (en) |
| HU (1) | HUT67496A (en) |
| IE (1) | IE922253A1 (en) |
| IL (1) | IL102383A (en) |
| MX (1) | MX9204008A (en) |
| NZ (1) | NZ243454A (en) |
| PT (1) | PT552329E (en) |
| RU (1) | RU2072989C1 (en) |
| TW (1) | TW202444B (en) |
| WO (1) | WO1993001182A1 (en) |
| ZA (1) | ZA925169B (en) |
Families Citing this family (50)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9004483D0 (en) * | 1990-02-28 | 1990-04-25 | Erba Carlo Spa | New aryl-and heteroarylethenylene derivatives and process for their preparation |
| US5587385A (en) * | 1991-12-24 | 1996-12-24 | Farmitalia Carlo Erba S.R.L. | Arylidene-heterocyclic derivatives and process for their preparation |
| GB9313638D0 (en) * | 1993-07-01 | 1993-08-18 | Erba Carlo Spa | Arylidene and heteroarylidene oxindole derivatives and process for their preparation |
| GB9326136D0 (en) * | 1993-12-22 | 1994-02-23 | Erba Carlo Spa | Biologically active 3-substituted oxindole derivatives useful as anti-angiogenic agents |
| GB9406137D0 (en) * | 1994-03-28 | 1994-05-18 | Erba Carlo Spa | N-substituted beta-aryl- and betaheteroaryl-alpha-cyanoacrylamide derivatives and process for their preparation |
| GB9412719D0 (en) * | 1994-06-24 | 1994-08-17 | Erba Carlo Spa | Substituted azaindolylidene compounds and process for their preparation |
| GB9501567D0 (en) * | 1995-01-26 | 1995-03-15 | Pharmacia Spa | Hydrosoluble 3-arylidene-2-oxindole derivatives as tyrosine kinase inhibitors |
| GB9507298D0 (en) * | 1995-04-07 | 1995-05-31 | Pharmacia Spa | Substituted indolylmethylene-oxindale analogues as tyrosine kinase inhibitors |
| US6147106A (en) | 1997-08-20 | 2000-11-14 | Sugen, Inc. | Indolinone combinatorial libraries and related products and methods for the treatment of disease |
| US5880141A (en) * | 1995-06-07 | 1999-03-09 | Sugen, Inc. | Benzylidene-Z-indoline compounds for the treatment of disease |
| US6906093B2 (en) | 1995-06-07 | 2005-06-14 | Sugen, Inc. | Indolinone combinatorial libraries and related products and methods for the treatment of disease |
| GB9610964D0 (en) * | 1996-05-24 | 1996-07-31 | Pharmacia & Upjohn Spa | Substituted tetralylmethylen-oxindole analogues as tyrosine kinase inhibitors |
| ES2251741T3 (en) * | 1996-08-23 | 2006-05-01 | Sugen, Inc. | INDOLINONA COMBINATORY LIBRARIES AND RELATED PRODUCTS AND METHODS FOR THE TREATMENT OF DISEASES. |
| WO1998024432A2 (en) * | 1996-12-05 | 1998-06-11 | Sugen, Inc. | Use of indolinone compounds as modulators of protein kinases |
| US6051597A (en) * | 1997-06-13 | 2000-04-18 | Merck & Co., Inc. | Indolylquinones as antidiabetic agents |
| US20040067531A1 (en) * | 1997-08-20 | 2004-04-08 | Sugen, Inc. | Methods of modulating protein tyrosine kinase function with substituted indolinone compounds |
| GB9718913D0 (en) | 1997-09-05 | 1997-11-12 | Glaxo Group Ltd | Substituted oxindole derivatives |
| US6531502B1 (en) | 1998-01-21 | 2003-03-11 | Sugen, Inc. | 3-Methylidenyl-2-indolinone modulators of protein kinase |
| EP1060160A2 (en) | 1998-02-27 | 2000-12-20 | THE UNITED STATES GOVERNMENT as represented by THE DEPARTMENT OF HEALTH AND HUMAN SERVICES | Disubstituted lavendustin a analogs and pharmaceutical compositions comprising the analogs |
| US6102942A (en) | 1998-03-30 | 2000-08-15 | Endovascular Technologies, Inc. | Stent/graft deployment catheter with a stent/graft attachment mechanism |
| US6569868B2 (en) | 1998-04-16 | 2003-05-27 | Sugen, Inc. | 2-indolinone derivatives as modulators of protein kinase activity |
| DE19826517B4 (en) * | 1998-06-15 | 2006-03-23 | Baxter Healthcare S.A. | Process for the preparation of film-coated tablets with cyclophosphamide as active ingredient and cyclophosphamide film-coated tablet produced therefrom |
| JP2002522452A (en) * | 1998-08-04 | 2002-07-23 | スージェン・インコーポレーテッド | Regulator of protein kinase 3-methylidenyl-2-indolinone |
| US6680335B2 (en) | 1998-09-28 | 2004-01-20 | Sugen, Inc. | Methods of modulating protein tyrosine kinase function with substituted indolinone compounds |
| CN1158283C (en) | 1998-12-17 | 2004-07-21 | 霍夫曼-拉罗奇有限公司 | 4-and 5-pyrazinyl oxindoles as protein kinase inhibitors |
| US6153634A (en) | 1998-12-17 | 2000-11-28 | Hoffmann-La Roche Inc. | 4,5-azolo-oxindoles |
| CN1136217C (en) | 1998-12-17 | 2004-01-28 | 霍夫曼-拉罗奇有限公司 | 4-Aryloxindoles as JNK protein kinase inhibitors |
| BR9916327A (en) * | 1998-12-17 | 2001-09-18 | Hoffmann La Roche | 4-alkenyl (and alkynyl) oxindols as inhibitors of cyclin-dependent kinases, in particular, cdk2 |
| JP2000247949A (en) * | 1999-02-26 | 2000-09-12 | Eisai Co Ltd | Indole compound containing sulfonamide |
| GB9904933D0 (en) | 1999-03-04 | 1999-04-28 | Glaxo Group Ltd | Compounds |
| US6492398B1 (en) | 1999-03-04 | 2002-12-10 | Smithkline Beechman Corporation | Thiazoloindolinone compounds |
| US6624171B1 (en) | 1999-03-04 | 2003-09-23 | Smithkline Beecham Corporation | Substituted aza-oxindole derivatives |
| US6689806B1 (en) | 1999-03-24 | 2004-02-10 | Sugen, Inc. | Indolinone compounds as kinase inhibitors |
| CA2368041A1 (en) * | 1999-03-24 | 2000-09-28 | Sugen, Inc. | Indolinone compounds as kinase inhibitors |
| US6878733B1 (en) | 1999-11-24 | 2005-04-12 | Sugen, Inc. | Formulations for pharmaceutical agents ionizable as free acids or free bases |
| US6313310B1 (en) | 1999-12-15 | 2001-11-06 | Hoffmann-La Roche Inc. | 4-and 5-alkynyloxindoles and 4-and 5-alkenyloxindoles |
| EP1258252B1 (en) | 2000-02-03 | 2010-04-21 | Eisai R&D Management Co., Ltd. | Integrin expression inhibitors |
| BRPI0108394B8 (en) | 2000-02-15 | 2021-05-25 | Upjohn Co | substituted pyrrole 2-indolinone protein kinase inhibitors, their salts and pharmaceutical compositions comprising the same |
| US6620818B1 (en) | 2000-03-01 | 2003-09-16 | Smithkline Beecham Corporation | Method for reducing the severity of side effects of chemotherapy and/or radiation therapy |
| TWI270545B (en) | 2000-05-24 | 2007-01-11 | Sugen Inc | Mannich base prodrugs of 3-(pyrrol-2-ylmethylidene)-2-indolinone derivatives |
| AU2001268154A1 (en) * | 2000-06-02 | 2001-12-17 | Sugen, Inc. | Indolinone derivatives as protein kinase/phosphatase inhibitors |
| AR042586A1 (en) * | 2001-02-15 | 2005-06-29 | Sugen Inc | 3- (4-AMIDOPIRROL-2-ILMETILIDEN) -2-INDOLINONE AS INHIBITORS OF PROTEIN KINASE; YOUR PHARMACEUTICAL COMPOSITIONS; A METHOD FOR THE MODULATION OF THE CATALYTIC ACTIVITY OF PROTEINQUINASE; A METHOD TO TREAT OR PREVENT AN AFFECTION RELATED TO PROTEINQUINASE |
| AU2002303892A1 (en) | 2001-05-30 | 2002-12-09 | Jingrong Cui | 5-aralkylsulfonyl-3- (pyrrol-2-ylmethylidene)-2-indolinone derivatives as kinase inhibitors |
| AR038957A1 (en) * | 2001-08-15 | 2005-02-02 | Pharmacia Corp | COMBINATION THERAPY FOR CANCER TREATMENT |
| MXPA04003385A (en) | 2001-10-10 | 2005-04-11 | Sugen Inc | 3-[4-(substituted heterocyclyl)-pyrrol-2-ylmethylidene]-2-indolinone derivatives as kinase inhibitors. |
| WO2003074045A1 (en) * | 2002-03-05 | 2003-09-12 | Eisai Co., Ltd. | Antitumor agent comprising combination of sulfonamide-containing heterocyclic compound with angiogenesis inhibitor |
| US20050107819A1 (en) * | 2003-11-14 | 2005-05-19 | Medtronic Vascular, Inc. | Catheter with a sectional guidewire shaft |
| US8772269B2 (en) * | 2004-09-13 | 2014-07-08 | Eisai R&D Management Co., Ltd. | Use of sulfonamide-including compounds in combination with angiogenesis inhibitors |
| WO2010149943A1 (en) * | 2009-06-25 | 2010-12-29 | Oncorel Ab | New compounds and medical use |
| CN103274988B (en) * | 2013-06-20 | 2016-04-13 | 河北大学 | 3-(cyano group-p-nitrobenzoyl support group)-2-indolone derivatives and preparation method and use thereof |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3310891A1 (en) * | 1983-03-25 | 1984-09-27 | Boehringer Mannheim Gmbh, 6800 Mannheim | NEW INDOLINON (2) DERIVATIVES, METHOD FOR THE PRODUCTION THEREOF, MEDICINAL PRODUCTS CONTAINING THESE COMPOUNDS AND INTERMEDIATE PRODUCTS |
| JPH03213847A (en) * | 1990-01-18 | 1991-09-19 | Konica Corp | Silver halide photographic sensitive material |
| GB9004483D0 (en) * | 1990-02-28 | 1990-04-25 | Erba Carlo Spa | New aryl-and heteroarylethenylene derivatives and process for their preparation |
-
1991
- 1991-07-12 GB GB919115160A patent/GB9115160D0/en active Pending
-
1992
- 1992-07-02 IL IL102383A patent/IL102383A/en not_active IP Right Cessation
- 1992-07-06 TW TW081105346A patent/TW202444B/zh active
- 1992-07-06 NZ NZ243454A patent/NZ243454A/en unknown
- 1992-07-08 MX MX9204008A patent/MX9204008A/en not_active IP Right Cessation
- 1992-07-10 DE DE69232093T patent/DE69232093T2/en not_active Expired - Fee Related
- 1992-07-10 EP EP92914619A patent/EP0552329B1/en not_active Expired - Lifetime
- 1992-07-10 AT AT92914619T patent/ATE206420T1/en not_active IP Right Cessation
- 1992-07-10 WO PCT/EP1992/001569 patent/WO1993001182A1/en not_active Ceased
- 1992-07-10 EP EP19920111757 patent/EP0525472A3/en active Pending
- 1992-07-10 US US07/987,280 patent/US5409949A/en not_active Expired - Lifetime
- 1992-07-10 ES ES92914619T patent/ES2165357T3/en not_active Expired - Lifetime
- 1992-07-10 AU AU22777/92A patent/AU656015B2/en not_active Ceased
- 1992-07-10 DK DK92914619T patent/DK0552329T3/en active
- 1992-07-10 HU HU9300723A patent/HUT67496A/en unknown
- 1992-07-10 RU RU9293004893A patent/RU2072989C1/en active
- 1992-07-10 JP JP50198193A patent/JP3188701B2/en not_active Expired - Fee Related
- 1992-07-10 IE IE225392A patent/IE922253A1/en not_active Application Discontinuation
- 1992-07-10 PT PT92914619T patent/PT552329E/en unknown
- 1992-07-10 CA CA002091058A patent/CA2091058C/en not_active Expired - Fee Related
- 1992-07-10 ZA ZA925169A patent/ZA925169B/en unknown
-
1993
- 1993-03-10 FI FI931061A patent/FI931061A0/en not_active Application Discontinuation
- 1993-03-12 KR KR1019930700756A patent/KR930702337A/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| AU656015B2 (en) | 1995-01-19 |
| DE69232093T2 (en) | 2002-05-16 |
| EP0552329A1 (en) | 1993-07-28 |
| TW202444B (en) | 1993-03-21 |
| IL102383A0 (en) | 1993-01-14 |
| IE922253A1 (en) | 1993-01-13 |
| ZA925169B (en) | 1993-04-28 |
| KR930702337A (en) | 1993-09-08 |
| RU2072989C1 (en) | 1997-02-10 |
| CA2091058C (en) | 2004-03-30 |
| FI931061A7 (en) | 1993-03-10 |
| DE69232093D1 (en) | 2001-11-08 |
| MX9204008A (en) | 1993-01-01 |
| JP3188701B2 (en) | 2001-07-16 |
| GB9115160D0 (en) | 1991-08-28 |
| EP0552329B1 (en) | 2001-10-04 |
| CA2091058A1 (en) | 1993-01-13 |
| HUT67496A (en) | 1995-04-28 |
| JPH06501494A (en) | 1994-02-17 |
| AU2277792A (en) | 1993-02-11 |
| HU9300723D0 (en) | 1993-06-28 |
| FI931061A0 (en) | 1993-03-10 |
| DK0552329T3 (en) | 2001-11-12 |
| NZ243454A (en) | 1995-02-24 |
| PT552329E (en) | 2002-02-28 |
| EP0525472A2 (en) | 1993-02-03 |
| US5409949A (en) | 1995-04-25 |
| ATE206420T1 (en) | 2001-10-15 |
| IL102383A (en) | 1997-09-30 |
| EP0525472A3 (en) | 1993-02-24 |
| WO1993001182A1 (en) | 1993-01-21 |
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